US8193351B2ExpiredUtilityA1

HSP90 inhibitor

34
Assignee: TSUKUDA TAKUOPriority: May 26, 2006Filed: May 25, 2007Granted: Jun 5, 2012
Est. expiryMay 26, 2026(expired)· nominal 20-yr term from priority
A61P 9/10A61P 35/02A61P 37/00A61P 37/06A61P 43/00A61P 35/04A61P 37/02A61P 35/00A61P 29/00A61P 31/00A61P 25/00A61P 3/04A61P 25/28C07D 417/12A61P 19/02A61P 17/02C07D 251/16C07D 413/14C07D 409/04C07D 401/12C07D 403/10C07D 239/47C07D 417/14A61P 11/00A61P 13/12C07D 403/12A61P 17/00C07D 405/04C07D 405/14A61P 1/16C07D 239/48A61P 21/00A61K 31/505
34
PatentIndex Score
0
Cited by
55
References
19
Claims

Abstract

Compounds represented by formula (1) shown below, pharmaceutically acceptable salts thereof, and pharmaceutical compositions comprising such compounds are provided.

Claims

exact text as granted — not AI-modified
1. A compound represented by formula (4) or a pharmaceutically acceptable salt thereof: 
       
         
           
           
               
               
           
         
         wherein,
 A represents O or S; 
 X represents CH or N; 
 Y represents O or S; 
 Z represents an optionally substituted C 1-10  alkyl group, an optionally substituted C 2-10  alkenyl group, an optionally substituted C 2-10  alkynyl group, an optionally substituted C 3-10  cycloalkyl group, an optionally substituted C 6-12  aryl group, an optionally substituted 5- to 12-membered heteroaryl group, or an optionally substituted 3- to 12-membered heterocycle; 
 n is an integer from 0 to 2; and 
 R 1  represents a hydrogen atom, halogen atom, cyano group, C 1-6  alkyl group, C 1-4  haloalkyl group, C 2-6  alkenyl group, C 2-6  alkynyl group, C 1-6  alkoxy group, or C 1-6  alkylthio group. 
 
       
     
     
       2. The compound or a pharmaceutically acceptable salt thereof according to  claim 1 , wherein R 1  is a halogen atom, C 1-4  alkyl group or C 1-4  haloalkyl group. 
     
     
       3. The compound or a pharmaceutically acceptable salt thereof according to  claim 2 , wherein R 1  is a chlorine atom. 
     
     
       4. The compound or a pharmaceutically acceptable salt thereof according to  claim 2 , wherein R 1  is a methyl group. 
     
     
       5. The compound or a pharmaceutically acceptable salt thereof according to  claim 1 , wherein R 1  is a halogen atom. 
     
     
       6. The compound or a pharmaceutically acceptable salt thereof according to  claim 1 , wherein Z is a substituted C 1-10  alkyl group, a substituted C 3-10  cycloalkyl group, a substituted C 2-10  alkenyl group, a substituted C 2-10  alkynyl group, a substituted C 6-12  aryl group, a substituted 5- to 12-membered heteroaryl group, or a substituted 3- to 12-membered heterocycle. 
     
     
       7. The compound or a pharmaceutically acceptable salt thereof according to  claim 6 , wherein Z is a substituted C 1-10  alkyl group, a substituted C 6-12  aryl group, or a substituted 3- to 12-membered heterocycle. 
     
     
       8. The compound or a pharmaceutically acceptable salt thereof according to  claim 7 , wherein the substituent in Z is a hydroxyl group, oxo group, a group represented by formula (5): 
       
         
           
           
               
               
           
         
         wherein R 10  and R 11  are the same or different, and represent a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 1-6  alkenyl group, or an optionally substituted C 1-6  alkynyl group, or R 10  and R 11  together form an optionally substituted 3- to 12-membered heterocycle; 
         a group represented by formula (6): 
       
       
         
           
           
               
               
           
         
         wherein R 12  and R 13  are the same or different, and represent a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 1-6  alkenyl group, or an optionally substituted C 1-6  alkynyl group, or an optionally substituted 5- to 12-membered heteroaryl group, or R 12  and R 13  are taken together to form an optionally substituted 3- to 12-membered heterocycle; 
         a group represented by the formula (34): 
       
       
         
           
           
               
               
           
         
         wherein R 14  and R 15  are the same or different, and represent a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 1-6  alkenyl group, or an optionally substituted C 1-6  alkynyl group, or R 14  and R 15  are taken together to form an optionally substituted 3- to 12-membered heterocycle; 
         a group represented by formula (35): 
       
       
         
           
           
               
               
           
         
         wherein R 16  represents an optionally substituted C 1-6  alkyl group, an optionally substituted C 1-6  alkenyl group, or an optionally substituted C 1-6  alkynyl group; or 
         a group represented by formula (36): 
       
       
         
           
           
               
               
           
         
         wherein R 17  represents a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 1-6  alkenyl group, or an optionally substituted C 1-6  alkynyl group. 
       
     
     
       9. The compound or a pharmaceutically acceptable salt thereof according to  claim 8 , wherein the substituent in Z is a hydroxyl group, oxo group, a group represented by formula (5): 
       
         
           
           
               
               
           
         
         wherein R 10  is a hydrogen atom; and R 11  is an optionally substituted C 1-6  alkyl group; 
         a group represented by formula (6): 
       
       
         
           
           
               
               
           
         
         wherein R 12  and R 13  are the same or different, and represent a hydrogen atom, or an optionally substituted C 1-6  alkyl group; 
         a group represented by formula (34): 
       
       
         
           
           
               
               
           
         
         wherein R 14  and R 15  are hydrogen atoms; 
         a group represented by formula (35): 
       
       
         
           
           
               
               
           
         
         wherein R 16  represents a C 1-6  alkyl group; or 
         a group represented by formula (36): 
       
       
         
           
           
               
               
           
         
         wherein R 17  represents a hydrogen atom. 
       
     
     
       10. The compound or a pharmaceutically acceptable salt thereof according to  claim 1 , wherein X is CH. 
     
     
       11. The compound or a pharmaceutically acceptable salt thereof according to  claim 1 , wherein Y is S. 
     
     
       12. A compound or a pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of:
 (71): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (72): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-chlorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (73): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-chlorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (74): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-chlorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (75): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-methylsulfanyl-phenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (76): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-methoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (77): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-methoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (78): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2,5-difluorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (79): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-fluorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (80): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-fluorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (81): 4-(2-bromophenoxy)-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (82): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3,4-dimethoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (83): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3,5-dimethoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (84): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(1H-imidazol-2-ylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (85): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(naphthalen-1-ylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (86): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(naphthalen-2-ylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (87): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3,4-dimethoxy-phenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (88): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-trifluoromethoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (89): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-trifluoromethoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (90): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2,5-dichlorophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (91): 4-(2-bromophenylsulfanyl)-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (92): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-cyclohexylsulfanyl-[1,3,5]triazin-2-ylamine; 
 (93): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-isobutylsulfanyl-[1,3,5]triazin-2-ylamine; 
 (94): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-isopropylsulfanyl-[1,3,5]triazin-2-ylamine; 
 (95): N-{4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-phenyl}-acetamide; 
 (96): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-methoxybenzylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (97): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-chlorobenzyloxy)-[1,3,5]triazin-2-ylamine; 
 (98): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-methoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (99): {4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxy]-phenyl}-methanol; 
 (100): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-methoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (101): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (102): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxy]-phenyl}-acetamide; 
 (103): 2-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxy]-phenyl}-ethanol; 
 (104): {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxy]-phenyl}-urea; 
 (105): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-phenol; 
 (106): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-nitrophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (107): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methyl-furan-3-ylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (108): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2,5-dimethoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (109): 4-(3-aminophenylsulfanyl)-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (110): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-propylsulfanyl-[1,3,5]triazin-2-ylamine; 
 (111): [4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetic acid methyl ester; 
 (112): [4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetic acid; 
 (113): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-acetamide; 
 (114): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-dimethylaminoethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (115): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propan-1-ol; 
 (116): 1-(4-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxy]-phenyl}-piperazin-1-yl)-ethanone; 
 (117): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-phenol: 
 (118): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-o tolylsulfanyl-[1,3,5]triazin-2-ylamine; 
 (119): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetamide; 
 (120): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methoxybenzyloxy)-[1,3,5]triazin-2-ylamine; 
 (121): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-methoxybenzyloxy)-[1,3,5]triazin-2-ylamine; 
 (122): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-methoxybenzyloxy)-[1,3,5]triazin-2-ylamine; 
 (123): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-dimethylaminophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (124): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionic acid methyl ester; 
 (125): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionamide; 
 (126): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionic acid; 
 (127): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxymethyl]-phenyl}-acetamide; 
 (128): N-{4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxymethyl]-phenyl}-acetamide; 
 (129): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-yloxymethyl]-phenyl}-acetamide; 
 (130): (R)-2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-4-oxo-pentanoic acid; 
 (131): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionic acid; 
 (132): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethanol; 
 (133): {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-carbamic acid tert-butyl ester; 
 (134): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-dimethylaminophenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (135): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionic acid methyl ester; 
 (136): (R)-2-acetylamino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionic acid methyl ester; 
 (137): 4-(4-aminophenylsulfanyl)-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (138): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-chloropropylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (139): 4-[4-(N,N-dimethylaminosulfonyl)amino-phenylsulfanyl]-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (140): N-{4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-phenyl}-acetamide; 
 (141): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-dimethylaminopropylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (142): 4-(4-aminosulfonyl)amino-phenylsulfanyl-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (143): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-phenyl}-acetamide; 
 (144): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-phenyl}-acetamide; 
 (145): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2,5-dimethoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (149): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-acetamide; 
 (150): N-{4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyl}-acetamide; 
 (151): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-propionamide; 
 (152): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-butylamide; 
 (153): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-isobutylamide; 
 (154): cyclopropane carboxylic acid {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-amide; 
 (155): cyclopentane carboxylic acid {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-amide; 
 (156): tetrahydro-pyran-4-carboxylic acid {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-amide; 
 (157): piperidine-4-carboxylic acid {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-amide; 
 (158): 1-methyl-piperidine-4-carboxylic acid {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-amide; 
 (159): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-3-hydroxypropionamide; 
 (160): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-3,4-dihydroxybutylamide; 
 (161): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-4-hydroxy-3-hydroxymethylbutylamide; 
 (162): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-N-methyl-acetamide; 
 (163): 1-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-pyrrolidin-2-one; 
 (164): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-propionamide; 
 (165): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-N-methyl-acetamide; 
 (166): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-3-hydroxypropionamide; 
 (167): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-3,4-dihydroxy-butylamide; 
 (168): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-4-hydroxy-3-hydroxymethyl-butylamide; 
 (169): 1-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-pyrrolidin-2-one; 
 (170): cyclopropane carboxylic acid {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-amide; 
 (171): cyclopentane carboxylic acid {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-amide; 
 (172): tetrahydro-pyran-4-carboxylic acid {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-amide; 
 (173): piperidin-4-carboxylic acid {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-amide; 
 (174): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-formamide; 
 (175): {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-urea; 
 (176): 1-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-3-methylurea; 
 (177): {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-carbamic acid methyl ester; 
 (178): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-methanesulfonamide; 
 (179): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-aminosulfonamide; 
 (180): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-formamide; 
 (181): {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-urea; 
 (182): 1-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-3-methylurea; 
 (183): {3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-carbamic acid methyl ester; 
 (184): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-methanesulfonamide; 
 (185): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-aminosulfonamide; 
 (186): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methyl-oxazol-4-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (187): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-3-dimethylaminopriopionamide; 
 (188): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-isonicotinamide; 
 (189): 1H-imidazole-2-carboxylic acid {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-amide; 
 (190): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-dimethylamino-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (191): 4-(2-aminoethylsulfanyl)-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (192): 4-(3-aminopropylsulfanyl)-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylamine; 
 (193): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methylaminoethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (194): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-methylaminopropylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (195): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-pyrrolidin-1-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (196): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-pyrrolidin-1-yl-propylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (197): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-morpholin-4-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (198): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-morpholin-4-yl-propylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (199): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-piperazin-1-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (200): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-piperazin-1-yl-propylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (201): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-[2-(pyridin-2-ylamino)-ethylsulfanyl]-[1,3,5]triazin-2-ylamine; 
 (202): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-[2-(oxazol-4-ylamino)-ethylsulfanyl]-[1,3,5]triazin-2-ylamine; 
 (203): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2,2-difluoroacetamide; 
 (204): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-methyl-acetamide; 
 (205): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-methyl-propionamide; 
 (206): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-ethyl-acetamide; 
 (207): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-ethyl-propionamide; 
 (208): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N,N-dimethyl-acetamide; 
 (209): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N,N-dimethyl-propionamide; 
 (210): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-isopropyl-acetamide; 
 (211): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-isopropyl-propionamide; 
 (212): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-propyl-acetamide; 
 (213): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-propyl-propionamide; 
 (214): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-cyclopentyl-acetamide; 
 (215): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-cyclopentyl-propionamide; 
 (216): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(tetrahydro-pyran-4-yl)-acetamide; 
 (217): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(tetrahydro-pyran-4-yl)-propionamide; 
 (218): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-pyridin-4-yl-acetamide; 
 (219): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-pyridin-4-yl-propionamide; 
 (220): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-thiazol-2-yl-acetamide; 
 (221): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-thiazol-2-yl-propionamide; 
 (222): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-pyrrolidin-1-yl-ethanone; 
 (223): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-pyrrolidin-1-yl-propan-1-one; 
 (224): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-morpholin-4-yl-ethanone; 
 (225): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-morpholin-4-yl-propan-1-one; 
 (226): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-piperazin-1-yl-ethanone; 
 (227): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-(4-methyl-piperazin-1-yl)-propan-1-one; 
 (228): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-piperazin-1-yl-propan-1-one; 
 (229): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-thiazol-2-yl-acetamide; 
 (230): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-thiazol-2-yl-propionamide; 
 (231): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-isopropyl-propionamide; 
 (232): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-isopropyl-acetamide; 
 (233): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-ethyl)-acetamide; 
 (234): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-ethyl)-propionamide; 
 (235): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2,3-dihydroxypropyl)-acetamide; 
 (236): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2,3-dihydroxypropyl)-propionamide; 
 (237): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(3-hydroxy-2-hydroxymethyl-propyl)-acetamide; 
 (238): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(3-hydroxy-2-hydroxymethyl-propyl)-propionamide; 
 (239): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butylamide; 
 (240): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-methyl-butylamide; 
 (241): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N,N-dimethyl-butylamide; 
 (242): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-ethyl-butylamide; 
 (243): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-pyrrolidin-1-yl-butan-1-one; 
 (244): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-morpholin-4-yl-butan-1-one; 
 (245): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-piperazin-1-yl-butan-1-one; 
 (246): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-ethyl)-butylamide; 
 (247): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(tetrahydro-pyran-4-yl)-butylamide; 
 (248): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-piperidin-4-yl-butylamide; 
 (249): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-pyridin-4-yl-butylamide; 
 (250): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-thiazol-2-yl-butylamide; 
 (251): 1-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propan-2-one; 
 (252): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butan-2-one; 
 (253): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetyl}-acetamide; 
 (254): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionyl}-acetamide; 
 (255): N-{4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyryl}-acetamide; 
 (256): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetyl}-methanesulfonamide; 
 (257): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionyl}-methanesulfonamide; 
 (258): N-{4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyryl}-methanesulfonamide; 
 (259): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(oxazol-2-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (260): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-oxazol-2-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (261): 1-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propan-2-one O-methyl-oxime; 
 (262): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butan-2-one O-methyl-oxime; 
 (263): [4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetonitrile; 
 (264): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionitrile; 
 (265): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyronitrile; 
 (266): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methoxy-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (267): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-methoxypropylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (268): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-[2-(2-methoxyethoxy)-ethylsulfanyl]-[1,3,5]triazin-2-ylamine; 
 (269): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butan-1-ol; 
 (270): carbamic acid 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl ester; 
 (271): carbamic acid 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl ester; 
 (272): carbamic acid 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyl ester; 
 (273): sulfamic acid 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl ester; 
 (274): sulfamic acid 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl ester; 
 (275): sulfamic acid 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyl ester; 
 (276): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propane-1,2-diol; 
 (277): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-propane-1,3-diol; 
 (278): thiocarbamic acid 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl ester; 
 (279): thiocarbamic acid 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl ester; 
 (280): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-methanesulfonyl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (281): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-methanesulfonyl-propylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (282): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propan-1-sulfonamide; 
 (283): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethanesulfonamide; 
 (284): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3,3,3-trifluoro-propylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (285): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4,4,4-trifluoro-butylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (286): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3-fluoropropylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (287): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(4-fluorobutylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (288): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(oxazol-2-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (289): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(thiazol-2-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (290): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-thiazol-2-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (291): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(1H-imidazol-2-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (292): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-[2-(1H-imidazol-2-yl)-ethylsulfanyl]-[1,3,5]triazin-2-ylamine; 
 (293): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-oxazol-3-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (294): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(pyridin-4-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (295): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-pyridin-4-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (296): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(pyridin-2-ylmethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (297): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2-pyridin-2-yl-ethylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (298): 2-acetylamino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionamide; 
 (299): 2-acetylamino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-methyl-propionamide; 
 (300): 2-acetylamino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-ethyl-propionamide; 
 (301): 2-acetylamino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N,N-dimethyl-propionamide; 
 (302): 2-amino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-methyl-propionamide; 
 (303): 2-amino-3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N,N-dimethyl-propionamide; 
 (304): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-methoxy-ethyl)-acetamide; 
 (305): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-cyanomethyl-acetamide; 
 (306): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-1-hydroxymethyl-ethyl)-acetamide; 
 (307): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-diethylamino-ethyl)-acetamide; 
 (308): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(1-methyl-piperidin-4-yl)-acetamide; 
 (309): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-methoxy-ethyl)-propionamide; 
 (310): 1-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-imidazolin-2-one; 
 (311): 3-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-oxazolidin-2-one; 
 (312): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-1-pyrazin-2-yl-ethanone; 
 (313): 3-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetyl}-oxazolidin-2-one; 
 (314): 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-acetamide; 
 (315): 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-cyanomethyl-acetamide; 
 (316): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-propionamide; 
 (317): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-(2-hydroxy-ethyl)-propionamide; 
 (318): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-methyl-propionamide; 
 (319): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-(2-methoxy-ethyl)-propionamide; 
 (320): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-((R)-2,3-dihydroxy-propyl)-propionamide; 
 (321): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-2-methyl-propionamide; 
 (322): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-2,N-dimethyl-propionamide; 
 (323): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-(2-hydroxy-ethyl)-2-methyl-propionamide; 
 (324): 4-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-butylamide; 
 (325): carbamic acid 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl ester; 
 (326): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-propan-1-ol; 
 (327): N-{2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-acetamide; 
 (328): N-{3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-propyl}-acetamide; 
 (329): N-{2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-methanesulfonamide; 
 (330): 5-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanylmethyl]-oxazolidin-2-one; 
 (331): N-{2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-2-hydroxy-acetamide; 
 (332): {2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-urea; 
 (333): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-cyanomethyl-acetamide; 
 (334): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-methoxy-ethyl)-propionamide; 
 (335): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-((R)-2,3-dihydroxy-propyl)-propionamide; 
 (336): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionamide; 
 (337): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2,N-dimethyl-propionamide; 
 (338): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-ethyl)-2-methyl-propionamide; 
 (339): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyramide; 
 (340): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propan-1-ol; 
 (341): 5-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-oxazolidin-2-one; 
 (342): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-2-hydroxy-acetamide; and 
 (343): 4-[4-amino-6-(5-chloro-1H,3H-2-thia-phenalen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyramide. 
 
     
     
       13. A compound or a pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of:
 (82): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(3,4-dimethoxyphenoxy)-[1,3,5]triazin-2-ylamine; 
 (92): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-cyclohexylsulfanyl-[1,3,5]triazin-2-ylamine; 
 (111): [4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetic acid methyl ester; 
 (113): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-acetamide; 
 (119): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-acetamide; 
 (125): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionamide; 
 (143): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-phenyl}-acetamide; 
 (145): 4-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-6-(2,5-dimethoxyphenylsulfanyl)-[1,3,5]triazin-2-ylamine; 
 (149): N-{3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propyl}-acetamide; 
 (175): {2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-urea; 
 (178): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-methanesulfonamide; 
 (205): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-methyl-propionamide; 
 (234): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-ethyl)-propionamide; 
 (270): carbamic acid 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl ester; 
 (314): 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-acetamide; 
 (315): 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-cyanomethyl-acetamide; 
 (316): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-propionamide; 
 (317): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-(2-hydroxy-ethyl)-propionamide; 
 (318): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-methyl-propionamide; 
 (319): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-(2-methoxy-ethyl)-propionamide; 
 (320): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-((R)-2,3-dihydroxy-propyl)-propionamide; 
 (321): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-2-methyl-propionamide; 
 (322): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-2,N-dimethyl-propionamide; 
 (323): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-N-(2-hydroxy-ethyl)-2-methyl-propionamide; 
 (324): 4-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-butylamide; 
 (325): carbamic acid 2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl ester; 
 (326): 3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-propan-1-ol; 
 (327): N-{2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-acetamide; 
 (328): N-{3-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-propyl}-acetamide; 
 (329): N-{2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-methanesulfonamide; 
 (330): 5-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanylmethyl]-oxazolidin-2-one; 
 (331): N-{2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-2-hydroxy-acetamide; 
 (332): {2-[2-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-pyrimidin-4-ylsulfanyl]-ethyl}-urea; 
 (333): 2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-cyanomethyl-acetamide; 
 (334): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-methoxy-ethyl)-propionamide; 
 (335): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-((R)-2,3-dihydroxy-propyl)-propionamide; 
 (336): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionamide; 
 (337): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2,N-dimethyl-propionamide; 
 (338): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-N-(2-hydroxy-ethyl)-2-methyl-propionamide; 
 (339): 4-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyramide; 
 (340): 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propan-1-ol; 
 (341): 5-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanylmethyl]-oxazolidin-2-one; 
 (342): N-{2-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-ethyl}-2-hydroxy-acetamide; and 
 (343): 4-[4-amino-6-(5-chloro-1H,3H-2-thia-phenalen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-butyramide. 
 
     
     
       14. A pharmaceutical composition comprising the compound or a pharmaceutically acceptable salt thereof according to  claim 1 , and a pharmaceutically acceptable carrier. 
     
     
       15. A compound represented by formula (8a) or a salt thereof: 
       
         
           
           
               
               
           
         
         wherein,
 X represents CH or N; 
 R 1  represents a hydrogen atom, halogen atom, cyano group, C 1-6  alkyl group, C 1-4  haloalkyl group, C 2-6  alkenyl group, C 2-6  alkynyl group, C 1-6  alkoxy group, or C 1-6  alkylthio group; and 
 Z′ represents a hydrogen atom, an optionally substituted C 1-10  alkyl group, an optionally substituted C 2-10  alkenyl group, an optionally substituted C 2-10  alkynyl group, an optionally substituted C 3-10  cycloalkyl group, an optionally substituted C 6-12  aryl group, an optionally substituted 5- to 12-membered heteroaryl group, or an optionally substituted 3- to 12-membered heterocycle. 
 
       
     
     
       16. The compound or salt thereof of  claim 15 , wherein Z′ is a hydrogen atom, or an optionally substituted C 1-10  alkyl group. 
     
     
       17. The compound or salt thereof of  claim 16 , wherein Z′ is a hydrogen atom, C 1-6  alkyl group, or benzyl group. 
     
     
       18. A method for treating breast cancer, comprising administering to a subject in need thereof an effective amount of the compound or a pharmaceutically acceptable salt thereof according to  claim 1 . 
     
     
       19. A method for treating colon cancer, comprising administering to a subject in need thereof an effective amount of the compound or a pharmaceutically acceptable salt thereof according to  claim 1 .

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